Synthesis and properties of a high-performance pyrimidine-containing self-catalyzed phthalonitrile polymer

Jianjun Xu; Haifeng Wang; Zhenjiang Zhang; Kaixiong Yang; Peixian Li; Xinggang Chen; Xiaoyan Yu; Kimiyoshi Naito; Qingxin Zhang

doi:10.1002/pola.29459

Synthesis and properties of a high-performance pyrimidine-containing self-catalyzed phthalonitrile polymer

Jianjun Xu, Haifeng Wang, Zhenjiang Zhang, Kaixiong Yang, Peixian Li, Xinggang Chen, Xiaoyan Yu, Kimiyoshi Naito, Qingxin Zhang

Research output: Contribution to journal › Article › peer-review

8 Citations (Scopus)

Abstract

A self-catalytic monomer of phthalonitrile, 2-amino-4,6-bis[3-(3,4-dicyano-phenoxy)phenoxy] pyrimidine (ACPP), was synthesized by a one-pot method with resorcinol, 2-amino-4,6-dichloropyrimidine, and 4-nitrophthalonitrile. The chemical structure of the ACPP monomer was characterized by Fourier transform Infrared spectroscopy (FTIR) and nuclear magnetic resonance spectroscopy. The curing behavior of ACPP monomer was studied by differential scanning calorimetric, which indicated that the ACPP monomer had a low melting point (84 °C) and revealed an autocatalytic reaction and tremendously wide processing window (193 °C). Wide-angle X-ray diffraction (WAXD) and FTIR analyses were employed to explore the microstructure of the ACPP polymers. The properties of the three polymers with different curing procedures were investigated, which implied that the ACPP polymers exhibited excellent thermal stability, high modulus, superior glass-transition temperature (T_g > 400 °C), and low water absorption with the increase in curing extent.

Original language	English
Pages (from-to)	2287-2294
Number of pages	8
Journal	Journal of Polymer Science, Part A: Polymer Chemistry
Volume	57
Issue number	23
DOIs	https://doi.org/10.1002/pola.29459
Publication status	Published - 2019 Dec 1
Externally published	Yes

Keywords

low melting point
phthalonitrile
processabilities
self-catalyzed
thermostabilities

ASJC Scopus subject areas

Polymers and Plastics
Organic Chemistry
Materials Chemistry

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10.1002/pola.29459

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title = "Synthesis and properties of a high-performance pyrimidine-containing self-catalyzed phthalonitrile polymer",

abstract = "A self-catalytic monomer of phthalonitrile, 2-amino-4,6-bis[3-(3,4-dicyano-phenoxy)phenoxy] pyrimidine (ACPP), was synthesized by a one-pot method with resorcinol, 2-amino-4,6-dichloropyrimidine, and 4-nitrophthalonitrile. The chemical structure of the ACPP monomer was characterized by Fourier transform Infrared spectroscopy (FTIR) and nuclear magnetic resonance spectroscopy. The curing behavior of ACPP monomer was studied by differential scanning calorimetric, which indicated that the ACPP monomer had a low melting point (84 °C) and revealed an autocatalytic reaction and tremendously wide processing window (193 °C). Wide-angle X-ray diffraction (WAXD) and FTIR analyses were employed to explore the microstructure of the ACPP polymers. The properties of the three polymers with different curing procedures were investigated, which implied that the ACPP polymers exhibited excellent thermal stability, high modulus, superior glass-transition temperature (Tg > 400 °C), and low water absorption with the increase in curing extent.",

keywords = "low melting point, phthalonitrile, processabilities, self-catalyzed, thermostabilities",

author = "Jianjun Xu and Haifeng Wang and Zhenjiang Zhang and Kaixiong Yang and Peixian Li and Xinggang Chen and Xiaoyan Yu and Kimiyoshi Naito and Qingxin Zhang",

note = "Funding Information: The authors would like to thank the National Natural Science Foundation of China (51573037, 21404053) and Natural Science Foundation of Hebei Province, China (B2017202281) for financial support of this project. Publisher Copyright: {\textcopyright} 2019 Wiley Periodicals, Inc.",

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T1 - Synthesis and properties of a high-performance pyrimidine-containing self-catalyzed phthalonitrile polymer

AU - Xu, Jianjun

AU - Wang, Haifeng

AU - Zhang, Zhenjiang

AU - Yang, Kaixiong

AU - Li, Peixian

AU - Chen, Xinggang

AU - Yu, Xiaoyan

AU - Naito, Kimiyoshi

AU - Zhang, Qingxin

N1 - Funding Information: The authors would like to thank the National Natural Science Foundation of China (51573037, 21404053) and Natural Science Foundation of Hebei Province, China (B2017202281) for financial support of this project. Publisher Copyright: © 2019 Wiley Periodicals, Inc.

PY - 2019/12/1

Y1 - 2019/12/1

N2 - A self-catalytic monomer of phthalonitrile, 2-amino-4,6-bis[3-(3,4-dicyano-phenoxy)phenoxy] pyrimidine (ACPP), was synthesized by a one-pot method with resorcinol, 2-amino-4,6-dichloropyrimidine, and 4-nitrophthalonitrile. The chemical structure of the ACPP monomer was characterized by Fourier transform Infrared spectroscopy (FTIR) and nuclear magnetic resonance spectroscopy. The curing behavior of ACPP monomer was studied by differential scanning calorimetric, which indicated that the ACPP monomer had a low melting point (84 °C) and revealed an autocatalytic reaction and tremendously wide processing window (193 °C). Wide-angle X-ray diffraction (WAXD) and FTIR analyses were employed to explore the microstructure of the ACPP polymers. The properties of the three polymers with different curing procedures were investigated, which implied that the ACPP polymers exhibited excellent thermal stability, high modulus, superior glass-transition temperature (Tg > 400 °C), and low water absorption with the increase in curing extent.

AB - A self-catalytic monomer of phthalonitrile, 2-amino-4,6-bis[3-(3,4-dicyano-phenoxy)phenoxy] pyrimidine (ACPP), was synthesized by a one-pot method with resorcinol, 2-amino-4,6-dichloropyrimidine, and 4-nitrophthalonitrile. The chemical structure of the ACPP monomer was characterized by Fourier transform Infrared spectroscopy (FTIR) and nuclear magnetic resonance spectroscopy. The curing behavior of ACPP monomer was studied by differential scanning calorimetric, which indicated that the ACPP monomer had a low melting point (84 °C) and revealed an autocatalytic reaction and tremendously wide processing window (193 °C). Wide-angle X-ray diffraction (WAXD) and FTIR analyses were employed to explore the microstructure of the ACPP polymers. The properties of the three polymers with different curing procedures were investigated, which implied that the ACPP polymers exhibited excellent thermal stability, high modulus, superior glass-transition temperature (Tg > 400 °C), and low water absorption with the increase in curing extent.

KW - low melting point

KW - phthalonitrile

KW - processabilities

KW - self-catalyzed

KW - thermostabilities

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JF - Journal of Polymer Science, Part A: Polymer Chemistry

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Synthesis and properties of a high-performance pyrimidine-containing self-catalyzed phthalonitrile polymer

Abstract

Keywords

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